I'm leaning towards building a back house.

We have a lunch meeting in downtown Honolulu if it is ever convenient for you:https://www.biggerpockets.com/forums/521/topics/740532-rei-professionals-lunch-downtown-honoluluThere are also several meetups on island where you can connect and network with other local investors.  

It sounds like you would be paying the markup fees now as a convenience fee so you won't have to worry about changing the name to the PM company when the property is occupied. 

I’m leaning towards keeping it since the big CAPEX stuff is done (roof, AC, Appliances).  

I'm still in the stage of sharpening my axe by reading  books , listening  podcasts and attending webinars , but  leaning towards doing a BRRRR strategy outside CA in due time.

I'd say that you have a couple things to lean on : 1) "Policy" states check out time is "x". 

This is going to be great for property values and a convenient location to eat before shows at Iroquois Amphitheater.

I was leaning more towards selling and upgrading if the numbers make sense.

I was leaning toward apartment buildings but I’m starting to redirect my interest into mobile home parks .

I have updated everything in my current house and have friends in the HVAC, Electrical, Plumbing and Construction industry that I can lean on.